BRPI0100254B1 - Sensitizing composition that transmits initial sensation when in contact. - Google Patents

Abstract

The present invention is directed to a sensate composition including at least one cooling sensate, warming sensate and tingling sensate. The tingling sensate is at least one of Jambu Oleoresin and Spilanthol. The present invention is further directed to a method of using the sensate composition in a food, pharmaceutical or personal care product.

Description

BACKGROUND OF THE INVENTION The present invention relates to a composition that imparts an initial sensation similar to a tingling at first contact. More specifically, the present invention is a composition comprising a refreshment sensitizer, a heat sensitizer, and a tingle-type sensitizer, which when used in combination immediately transmits an initial sensation. The initial sensation may best be described as a tingling or stinging impression that also stimulates the sensation of the other sensitizers used in the composition. Additionally, the composition of the present invention also helps to moderate the unpleasant stimulatory effects of cooling agents. This moderation of the unpleasant effects of the cooling agents is referred to herein as an emollient effect. Several types of products incorporate ingredients that give some kind of sensation to the mucous membranes, oral cavity, throat or skin. These ingredients can be used as flavorings or fragrances in a wide range of products such as personal care products (deodorant perfumes, cosmetic shampoos, skin creams, toothpastes and the like), pharmaceuticals (such as cough syrups, cough drops). and the like) and foods such as chewing gum, soda and the like).

For example, 1-menthol and 3- (1-menthoxy) propan-1,2-diol are used as active ingredients in products to impart a refreshing mouth or skin sensation (U.S. Patent No. 4,459,425). However, 1-menthol has the disadvantage that it is very volatile as well as irritating to skin and mucous membranes. There is a limit to how much 1-menthol can be used in a product to produce a refreshing sensation, because when used in larger amounts 1-menthol becomes very unpleasant and irritating. Much research has been done to find alternatives to menthol as a refreshing agent. In New Compounds with the Menthol Cooling Effect, J. Soc. Cos-met. Chem, 29: 185-200 (1978), by H.R. Watson et al., The physiological basis for the refreshing effect of menthol is discussed. Additionally, some important molecular requirements have been described that are believed to be necessary in order for a compound to have the desired effect. Several N-alkyl carboxamide compounds have been found to have the refreshing sensation of menthol while having the advantage of being less volatile. The pharmacology and toxicology of menthol use in various products and the various modes of administration has also been reported. See Menthol and Related Cooling Compounds, J. Pharm. Phrma-col, 46: 618-630 (1994) by R. Eccles. Another alternative to menthol is 1- (2-hydroxyphenyl) -4- (3-nitrophenyl) -1,2,3,5-tetrahydropyrimidin-2-one. This compound as discussed in A Chemical Which Produces Sensations of Cold, Environment, Drugs and Thermoregulation, 5th International Symp. Pharmacol. Thermoregulation, Saint-Paul-de-Vence, 1982, p. 183-186 (Karger, Basel, 1983) by E.T.Wei.

Other known physiological refreshing agents including mint oil, N-substituted p-menthane-3-carboxamides, tertiary and secondary acrylic carboxamides, 3- (1-menthoxy) propan-1,2-diol have also been reported (See PCT Published Application No. WO 97/06695).

Heat and / or heat sensitizers are also known. Vanylyl alcohol n-butyl ether (vani-lil butyl ether) is known as an active ingredient in products to impart a bitter penetrating taste or a warm / warm sensation (Open Japanese Order No. 54-67040). A cough drop formulation has been reported which includes a physiological cooling agent and a heating agent (PCT Application published No. WO 97/06695). Physiological refreshing agents disclosed herein include mint oil, N-substituted p-menthan-3-carboxamides, tertiary and secondary acrylic carboxamides, 3- (1-menthoxy) propan-1,2-diol. Physiological heating agents disclosed herein include vanylyl n-butyl ether alcohol, vanylyl n-propyl ether alcohol, vanylyl alcohol isopropyl ether, vanylyl alcohol isobutyl ether, vanylyl alcohol n-amino ether, vanylyl alcohol isoamyl ether, vanylyl alcohol n-hexyl ether , vanylyl alcohol methyl ether, vanylyl ethyl ether alcohol, gingerol, shogaol, paradol, zingerone, capsaicin, dihydro-capsaicin, nordihydrocapsaicin, homocapsaicin, hemodihi-drocapsaicin, ethanol, isopropyl alcohol, isoamyl-alcohol, benzyl alcohol and chloroform, benzyl chloroform alcohol cinnamon, cinnamic aldehyde and its phosphate derivatives.

A compound that has a long-lasting, hot, tingling, burning taste has been reported as 4- (1-menthoxymethyl) -2-phenyl-1,3-dioxolane or its derivatives represented by the following general formula (I): (I) where R1 represents a hydrogen atom, a hydroxy-a group or a lower alkoxy group, and R2 and R3, which may be the same or different, each represents a hydrogen atom, a hydroxyl group, or a lower alkoxy group, or when taken together, R 2 and R 3 represent a dioxymethylene group. See U.S. Patent No. 5,545,424 which is incorporated herein by reference. This warming sensitization has also been reported to prolong the sensations of some cooling sensitizers, for example in combination with 1-menthol, 3- (1-menthoxy) propan-1,2-diol ("TK-10" by Takasago International Corp. ., Tokyo, Japan) or isopulegol. The combination of the indicated cooling and heating sensitizers prolonged the effects to the user. Thus, the burning, spicy or bitter sensations associated with this heating sensitizer were able to lead the user to a better appreciation of the cooling sensitizer.

Additionally, vanylyl alcohol n-butyl ether (vanylyl butyl ether) is known as an active ingredient in products to impart a penetrating bitter taste, or a warm / warm sensation (Open Japanese Application No. 54-67040 and Japanese Patent Examined No. 61-9293).

Some materials are known to cause a tingling, numb and / or spicy sensation and are used in foods such as popular spices and / or herbal spices. These include oily jambu or para-cress resin (Spilanthes sp.) The active ingredient being spilanthol; Japanese pepper extract (Zanthoxylum peperitum) which has active ingredient (s) known as Saanshool-I, Saansho-ol-II and Sanshoamide; Black pepper extract (Piper nigrum) that has the active ingredients Chavicina and Piperina. It is also known to combine known flavoring and / or sensitizing compounds to produce a novel ingredient having altered properties. For example, PCT application WO 98/47482 discloses cough drop formulations that include a physiological refreshing agent (such as menthol, mint oil, N-substituted p-menthane-3-carboxamides, tertiary and secondary acrylic carboxamides , 3- (1-menthoxy) -propan-1,2-diol) and a physiological heating agent (such as vanylyl alcohol n-butyl ether, vanylyl alcohol n-propyl ether, vanylyl alcohol isopropyl ether, vanylyl alcohol isobutyl ether vanylyl alcohol n-amino ether, vanylyl alcohol isoamyl ether, vanylyl alcohol n-hexyl ether, vanylyl alcohol methyl ether, vanylyl alcohol ether, gingerol, shogaol, paradol, zingerone, capsaicin, dihydrocapsaicin, nordihydrocapsaicin, horaocapsaicin, heocapsaicin ethanol, isopropyl alcohol, isoamyl alcohol, benzyl alcohol chloroform, eugenol, cinnamon oil, cinnamic aldehyde and its phosphate derivatives The use of vanyl butyl ether with a cooling agent is disclosed in the application co Title entitled "COOL FEELING COMPOSITION" filed on August 4, 1999 by one or more of the inventors of the present invention. The composition disclosed herein conveys a refreshing sensation in various consumer products.

Known cooling, warming and sensitizing compounds and combinations thereof tend to have a time course between the first contact and when the sensation is first detected. It is usually seconds before the sensation is actually perceived by the user. Additionally, the cooling and heating sensitizing compounds, and combinations thereof which are known to date, do not last long. It is usually only a few seconds or minutes before the sensation fades. It is desirable to have a cooling, warming sensitizing compound or combination of sensitizing compounds that is perceived by the user immediately upon first contact with the user. It is also desirable that the perceived sensation remain for a longer period of time than simply the first few seconds or so.

OBJECTS AND SUMMARY OF THE INVENTION It is an object of the present invention to provide a contact and taste sensitizer that overcomes the limitations of the existing technique. It is an object of the present invention to provide a sensitizing compound that provides a strong initial manifestation to the user. It is a further object of the present invention to provide a sensitizing compound which provides a tingling and / or spicy impression upon contact. It is a further object of the present invention to provide a sensitizing compound that provides a long lasting sensation beyond that of first contact. It is a further object of the present invention to provide a sensitizing compound which provides an emollient effect on one or more of the stimulatory co-ingredients.

After extensive research, the inventors of the present invention have found that combining re-cooling sensitizers with heating sensitizers and a tingling sensitizer (such as Jambu or spilanthol oil resin) results in improved taste and / or sensation of cooling and / or heating. Additionally, this combination has been shown to initiate sensitization taste sensation in a short period of time that occurs when either the cooling sensitizer, heating sensitizer, or a combination of the two is used without the tingling sensitizer.

In summary, the present invention is a sensitizing composition comprising at least one cooling sensitizer, at least one heating sensitizer and at least one tingling sensitizer.

In one embodiment of the present invention, a method of using a sensitizing composition as at least a part of a fragrance and a flavorant is provided which includes forming a sensitizing composition having at least one refreshing sensitizer, at least one heating sensitizer and at least one tingling sensitizer containing effective amounts of the sensitizers and mixing the sensitizing compositions with a suitable carrier.

The above objectives, and other objects, features and advantages of the present invention will become apparent from the following description. However, these examples are not to be considered to limit the scope of the invention.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT

As described above, 1-menthol, 3- (1-menthoxy) propan-1,2-diol and other compounds are known cooling agents. Additionally vanyl butyl ether is known as a heating sensitizer. Jambu Oily Resin is an extract used to impart a tingling taste in food.

In the novel sensitizer of the present invention, vanyl butyl ether is combined with a refreshing sensitizer and a heating sensitizer to impart an immediate contact sensation that also provides an emollient effect on the refreshing sensitizer. The refreshing sensitizer may be a unique refreshing sensitizer or a combination of different refreshing sensitizers. The heating sensitizer may be such a unique heating sensitizer or a combination thereof. There are no specific limitations on the relative amounts of the compounds of the composition. However, it is preferred that vanyl butyl ether be used in a relative amount with respect to the cooling agent so that no noticeable warming effect occurs. Accordingly, vanyl butyl ether is used on a weight basis, from 1/1000 to 2 times as much as the cooling agent. More preferably, vanyl butyl ether is present in the composition from 1/200 to 1 times the amount of the cooling agent on a weight basis. The novel sensitizing composition of the present invention may additionally contain diluents (ethanol, purified water, etc.) that are safe for use in products used for consumption and / or topical use. The novel sensitizing composition of the present invention may be used in various products for which sensitizer qualities are desirable. Examples of suitable products include: cosmetics (such as lipsticks, aftershave, cosmetic foundation and the like), personal care products (such as skin creams, astringent lotions, cleansing lotions, deodorants, shampoos, conditioners, soaps, gels hair toners, hair growth stimulants, shaving foams, shaving creams, bubble bath beads and the like) and pharmaceutical compositions (such as insect repellent aerosols, hair tonics, analgesic preparations, tablets and the like) . These are presented as examples, however the products in which the composition of the present invention may be used are not limited to these. The amount of the sensitizing composition of the present invention in a product varies widely depending upon the amount of product used at a time and the manner in which it is used or applied. In general, the content of the sensitizing composition may be from 0.001 to 20% by weight, preferably from 0.01 to 10% by weight of the total product composition. However, the sensitizing composition may be added to a product in any amount as long as the effect of the composition is present. The sensitizing composition may be made first, and then added to the product. Alternatively, the cooling agent, heating agent and tingling agent may be added separately to the product. The present invention will be described in more detail by reference to the following Comparative Examples and Modalities, however, it should be noted that the invention is not limited to such examples.

Modality 1 Modality 1 was prepared by mixing N-ethyl-2-isopropyl-5-methylcyclohexane carboxamide as a cooling agent, vanyl butyl ether as a heating agent and Jambu oily resin as a tingling agent with other ingredients. according to the following formulation to produce a mouthwash. These ingredients are prepared according to methods that are known in the art.

A sensory evaluation was performed in the Mode 1 mouthwash. Eight members of a list of judges trained as Flavorists evaluated the products. They found that the mixture produced a unique taste and taste profile. The judging list members reported a tingling sensation upon first contact with the mouthwash. No delay in noticing the sensation was reported.

Comparative Example 1 Comparative Example 1 was made in the same manner as Modality 1, except that the Jambu oily resin was omitted.

A list of judges was invited to evaluate any perceived differences in the nature of the Mode 1 mouthwash and Comparative Example 1. The judges were asked to compare the taste sensation of the two products and to comment on any differences. Most judges noted that there was a distinct difference in the perception of the warming sensation and its onset. The coded sample containing the Jambu oil resin was described as having a more complete tingling and warming effect compared to the less complex and less stimulating Jambu free system with an almost delayed onset of refreshing perception, there was a noted synergistic effect. between the ingredients. Profiles have been described as a significant tingling and an improved cooling and warming sensation of the product. The study showed that all three components of cooling, warming and tingling are necessary to produce the observed singular effect.

Modality 2 Modality 2 was prepared by mixing 3- (1-menthoxy) propan-1,2-diol ("TK-10") from Takasago, Taka-sago International Corp., Tokyo, Japan) as an agent. refreshing, guinea pepper oil resin as a heating agent and Jambu oil resin as a tingling agent with other ingredients according to the following formulation to produce a toothpaste according to the methods that are known in the art.

Comparative Example 2 Comparative Example 2 was prepared in the same manner as Modality 2, except that the Jam-bu oily resin was omitted.

A list of judges evaluated the perceived differences in nature between the preparation of Mode 2 toothpaste and Comparative Example 2. The judges were asked to compare the taste sensation of the two products and comment on any differences. The evaluations were performed in blind. Most evaluators noted that the sample containing the tingling sensitizing material had a faster onset of tingling sensation and a pleasant, improved aftertaste, longer duration of re-cooling, tingling. Most evaluators felt Comparative Example 2 was more pleasant but lacking in the bulk and impact of Modality 2.

Modality 3 Modality 3 was prepared by mixing 4- (1-menthoxymethyl) -2- (3'-methoxy-4'-hydroxyphenyl) -1,3-dioxolane, ginger oil resin, vanyl butyl ether and Jambu oily resin with other ingredients according to the following candy formulation which was prepared according to methods well known in the art.

Comparative Example 3 Comparative Example 3 was prepared in the same manner as Modality 3, except that the Jambu oily resin was omitted.

A list of judges was invited to evaluate Modality 3 and Comparative Example 3 in a random blind mode and to comment on any noted differences. Eight members of a list of judges trained as Flavorists evaluated the product. Members of the evaluator list reported a tingling sensation upon first contact with the bullet. There was no reported delay in noticing the sensation. Analysis of the reviewers' comments showed a marked improvement in the warm sensation that was perceived in Mode 3 as compared to Comparative Example 3. The onset of taste was more pronounced in Mode 3 than in Comparative Example 3. Judges noted that Comparative Example 3 appeared to be less bright and slower to exhibit any unique sensations.

Modality 4 (E4) Modality 4 was prepared by mixing menthol, 3- (1-menthoxy) propan-1,2-diol, vanyl butyl ether and Jambu oily resin with other ingredients according to the following formulation. A cosmetic cologne or other similar product may be prepared from such formulation by mixing with ingredients according to formulations well known in the art.

Comparative Example 4 (CE4) Comparative Example 4 was made in the same manner as Modality 4, except that the Jambu oily resin was omitted.

Comparative Example 5 (CE5) Comparative Example 5 was made in the same manner as Modality 4, except that vanyl butyl ether was omitted.

A formal list of judges evaluated Mode 4 and Comparative Examples 4 and 5 according to the following protocol. 0.1 ml of the composition was placed on a tissue pad and applied to the forearm of each of the judges. Sensitizing compositions were evaluated for their relative performances in the following categories: refreshing sensitization, stimulation, softening and comfort / preference. The results are reported in Table 1. TABLE 1 Sensitivity-Comfort / (AC) Judges and Emollient Stimulation Judgments Preference Refreshment time- Results showed that the addition of Jambu oily resin increased the emollient effect on menthol and vanillyl ether. butyl without loss of cooling effect. Almost all judges preferred Mode 4 to Comparative Examples 4 and 5.

Having described preferred embodiments of the invention with reference to the accompanying drawings, it is to be understood that the invention is not limited to those specific embodiments, and that various changes and modifications may be made thereto by those skilled in the art without departing from the scope or spirit of the invention as defined by the appended claims.

Claims (10)

1. Sensitizing composition Characterized by comprising: a tingling sensitizer selected from the group consisting of Jambu oily resin, Japanese pepper extract (Zanthoxylum peperitum) saanshool-I, saansho-ol-II, sanshoamide, black pepper extract (Piper nigrum) chavicin, piperine and spilanthol; a refreshing sensitizer selected from the group consisting of menthol, isopulegol, 3- (1-menthoxy) propan-1,2-diol, p-mentan-3,8-diol, 6-isopropyl-9-methyl-1,4- dioxaspiro- (4,5) -decane-2-methanol, menthyl succinate and its alkali metal salts, trimethyl cyclohexa-nol, N-ethyl-2-isopropyl-5-methylcyclohexane carboxamide, 3- (1-menthoxy) - 2-methyl-propan-1,2-diol, peppermint oil, peppermint oil, wintergreen, mentone, mentone acetal glycerine, menthyl lactate, [1'R, 2'S, 5'R] -2- (5 ' methyl-2 '- (methylethyl) cyclohexyloxy) ethan-1-ol, [1'R, 2'S, 5'R] -3- (5'methyl-2' - (methyl ethyl) cyclohexyloxy) propan-1-ol, [1'R, 2'S, 5'R] -4- (5'methyl-2 '- (methylethyl) cyclohexyloxy) butan-1-ol or mint; and a heating sensitizer selected from the group consisting of vanyl ethyl ether, propyl vanyl ether, acetyl vanylin propylene glycol acetal, ethyl vanylin propylene glycol acetal, capsaicin, gingerol, vanyl butyl ether, 4- (1-menthoxy) methyl) -2-phenyl-1,3-dioxolane, 4- (1-menthoxymethyl) -2- (3 ', 4'-dihydroxy-phenyl) -1,3-dioxolane, 4- (1-menthoxy) methyl) -2- (2'-hydroxy-3'-methoxy-phenyl) -1,3-dioxolane, 4- (1-menthoxy-methyl) -2- (4'-methoxyphenyl) -1,3-dioxolane, 4- (1-menthoxymethyl) -2- (3 ', 4'-methylenedioxyphenyl) -1,3-dioxolane, 4- (1-menthoxymethyl) -2- (3'-methoxy-4-hydroxyphenyl) - 1,3-dioxolane, spicy chilli oil, guinea pepper oily resin, ginger oily resin and nonyl vanillylamide acid, in which tingling, cooling and warming sensitizers are used in a ratio of 0.01 1% by weight of the total sensitizing composition, respectively, to impart an initial tingling sensation after the first contact that increases sensation. refreshing and / or warming and moderating the harsh and stimulating effects of the refreshing sensation. Sensitizing composition according to Claim 1, characterized in that said tingling sensitizer is Jambu oily resin, said refreshing sensitizer is N-ethyl-2-isopropyl-5-methylcyclohexane carboxamide and isopulegol and said sensitizer. heating is vanyl butyl ether. Sensitizing composition according to claim 1, characterized in that said tingling sensitizer is Jambu oily resin, said refreshing sensitizer is 3- (1-menthoxy) propan-1,2-diol and said sensitizer. heating should be guinea oily resin and ginger oily resin. Sensitizing composition according to claim 1, characterized in that said tingling sensitizer is Jambu oily resin, said cooling sensitizer is menthol and said heating sensitizer is 4- (1-menthoxymethyl) -. 2-3'-methoxy-4'-hydroxy-phenyl) -1,3-dioxolane, ginger oil resin, vanyl butyl ether and guinea pepper oil resin. Sensitizing composition according to claim 1, characterized in that said tingling sensitizer is Jambu oily resin, said refreshing sensitizer is menthol and 3- (1-menthoxy) propan-1,2-diol. said heating sensitizer is vanyl butyl ether. A method for using a sensitizing composition as defined in any one of claims 1 to 5 as at least one of a fragrance or flavoring, comprising: forming a sensitizing composition having at least one refreshing sensitizer. at least one warming sensitizer and at least one tingling sensitizer containing effective quantities of said sensitizers; and mixing said sensitizing composition with a suitable carrier. A method according to claim 6 further comprising mixing said composition with appropriate auxiliary ingredients to form a product, wherein said product is effective to act as at least one of a personal care product, a food product. and a pharmaceutical product. A method according to claim 7, characterized in that said personal care product is selected from the group consisting of a soap, a deodorant, an antiperspirant, a skin lotion, a skin cream, a moisturizing cream and an ointment. A method according to claim 7, wherein said food product is selected from the group consisting of a candy, a tablet, a confectionery product, a chewing gum, a mint, a chocolate, a cake. , a cookie, a drink, an alcoholic beverage, a spice, a salad dressing, and a dipping bath. A method according to claim 7, characterized in that said pharmaceutical product is selected from the group consisting of a topical medicament, a nebulizer, a medicament-containing tablet and a chewable medicament.